3-Benzyl-2-chloroquinoline

Base Information

• Chemical Name: 3-Benzyl-2-chloroquinoline
• CAS No.: 110486-69-6
• Molecular Formula: C16H12ClN
• Molecular Weight: 253.731
• DSSTox Substance ID: DTXSID50554003
• Nikkaji Number: J2.410.734E
• Wikidata: Q82434785
• Mol file: 110486-69-6.mol

Synonyms:3-Benzyl-2-chloroquinoline;110486-69-6;SCHEMBL3954275;DTXSID50554003;AKOS015958867

Chemical Property of 3-Benzyl-2-chloroquinoline

Chemical Property:

• Melting Point: 74-75 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 389.6±27.0 °C(Predicted)
• PSA: 12.89000
• Density: 1.219±0.06 g/cm3(Predicted)
• LogP: 4.47900
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 253.0658271
• Heavy Atom Count: 18
• Complexity: 262

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CC3=CC=CC=C3N=C2Cl

Technology Process of 3-Benzyl-2-chloroquinoline

There total 7 articles about 3-Benzyl-2-chloroquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

2-(3-phenyl-1-propynyl)formanilide (606146-00-3) → 3-benzyl-2-chloro-quinoline (110486-69-6)

Guidance literature:

2-(3-phenyl-1-propynyl)formanilide; With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In dichloromethane; at 0 ℃; Inert atmosphere;

With tetrabutyl-ammonium chloride; In dichloromethane; at 40 ℃; for 15h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.09.096

Reference yield: 82.2%

hydrocinnamanilide (3271-81-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-benzyl-2-chloro-quinoline (110486-69-6)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; for 0.5h; Cooling with ice;

hydrocinnamanilide;

DOI:10.1002/cmdc.201600441

Reference yield:

3-benzylquinolin-2-ol (101273-50-1) → 3-benzyl-2-chloro-quinoline (110486-69-6)

Guidance literature:

With trichlorophosphate;

DOI:10.1021/ja01597a063

upstream raw materials:

3-benzylquinolin-2-ol

2-(phenyl-phenylamino-methyl)-acrylic acid ethyl ester

ethyl 2-(hydroxy(phenyl)methyl)propenoate

ethyl 2-(acetoxy(phenyl)methyl)acrylate

Downstream raw materials:

3-benzylquinoline

3-benzyl-2-methoxyquinoline

2-Methoxy-3-<(α-phenyl)bromomethyl>quinoline

3-benzyl-2-iodoquinoline